Cytidine

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Structural formula
Structural formula of cytidine
General
Surname Cytidine
other names
  • C (short code)
  • 1-β- D- ribofuranosylcytosine
  • 1 - [(2 R , 3 R , 4 S , 5 R ) -3,4-dihydroxy-5- (hydroxymethyl) oxolan-2-yl] -4-aminopyrimidin-2-one
Molecular formula C 9 H 13 N 3 O 5
Brief description

white solid

External identifiers / databases
CAS number 65-46-3
EC number 200-610-9
ECHA InfoCard 100,000,555
PubChem 6175
ChemSpider 5940
DrugBank DB02097
Wikidata Q422538
properties
Molar mass 243.22 g mol −1
Physical state

firmly

Melting point

210–220 ° C ( decomposition )

solubility

soluble in water (50 g l −1 )

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
Toxicological data

2700 mg m −3 ( LD 50mouseip )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cytidine is a nucleoside and consists of the nucleobase cytosine and the sugar β- D- ribose . The analogue with deoxyribose is deoxycytidine .

properties

Cytidine is part of ribonucleic acid (RNA) and forms a base pair there with guanosine .

Structural formula of a GC base pair

Cytidine is an intermediate of the pyrimidine - metabolism , from the by cytidine deaminase ( EC  3.5.4.5 ) catalyzed deamination uridine , uridine by cytidine kinase ( EC  2.7.1.48 ) catalyzed phosphorylation of cytidine 5'-monophosphate (CMP) is formed. The latter is further phosphorylated via cytidine-5'-diphosphate (CDP) to cytidine-5'-triphosphate (CTP). CDP or CTP serve u. a. as building blocks in ribonucleic acid (RNA) synthesis or as an activating group in the synthesis of lipids such as lecithin , cephalin and cardiolipin .

The breakdown to cytosine takes place through the catalytic activity of pyrimidine nucleosidase ( EC  3.2.2.8 ).

Related links

Isomers

Cytidine.svg Isocytidine.svg
Cytidine, C. Isocytidine , iC
Pseudocytidine.svg Pseudoisocytidine 1H tautomer
Pseudocytidine , ψC Pseudoisocytidine , psiC

Methylated derivatives

3-Methylcytidine.svg 5-Methylcytidine.svg 2'-O-methylcytidine.svg N4-Methylcytidine.svg N4, N4-Dimethylcytidine.svg
3-methylcytidine , m 3 C 5-methylcytidine , m 5 C 2'-O-methylcytidine , C m N 4 -methylcytidine , m 4 C N 4 , N 4 -dimethylcytidine , m 4 2 C

Aza derivative

Azacitidine.svg
5-azacytidine , 5-azaC

Web links

Commons : Cytidine  - collection of pictures, videos and audio files
Commons : Cytidine Derivatives  - Collection of Images, Videos and Audio Files
  • Entry for Cytidine in the Human Metabolome Database (HMDB) , accessed October 12, 2013.
  • Modification Summary of Cytidine in the Modomics database, accessed January 14, 2014.

Individual evidence

  1. a b c d e f data sheet Cytidine, BioReagent, suitable for cell culture, powder, ≥99% from Sigma-Aldrich , accessed on December 21, 2019 ( PDF ).
  2. Gerhard Michal (Ed.): Biochemical Pathways - Biochemie Atlas , Spektrum, Akad. Verl., Heidelberg 1999, ISBN 3-86025-239-9 .